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Crossways Vacation Rentals

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Our top choices for Crossways vacation rentals

1. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is CA $1,292
CA $1,551 total
includes taxes & fees
Oct 11 - Oct 12
Agua de Plata, 26 Wakeling Island, Silverlake

2. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is CA $169
CA $516 total
includes taxes & fees
Oct 11 - Oct 12
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

3. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is CA $688
CA $826 total
includes taxes & fees
Oct 14 - Oct 15
2 Bathsheba Terrace

4. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is CA $308
CA $308 total
includes taxes & fees
Oct 2 - Oct 3
1 bedroom accommodation in Ibberton, Blandford Forum

5. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is CA $300
CA $336 total
includes taxes & fees
Oct 26 - Oct 27
Hardy View Farm House

6. The Sailors Studio|Sleeps2|Weymouth Beach|

The Sailors Studio|Sleeps2|Weymouth Beach|
Weymouth Town Center
The price is CA $113
CA $253 total
includes taxes & fees
Oct 1 - Oct 2
The Sailors Studio|Sleeps2|Weymouth Beach|

7. Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Lovely, new clean house. Great location. Would happily return."
United Kingdom
James
The price is CA $195
CA $317 total
includes taxes & fees
Oct 6 - Oct 7
Brand NEW 3 bedroom house - garden & parking +wifi

8. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (2 reviews)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is CA $633
CA $723 total
includes taxes & fees
Oct 26 - Oct 27
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

9. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place and very quite lovely and cosy. Thanks Richard👍👍"
United Kingdom
Richard
The price is CA $173
CA $267 total
includes taxes & fees
Oct 4 - Oct 5
Private Luxury By The Sea

10. ⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi
Parkstone
9.4 out of 10, Exceptional, (14 reviews)
"Big apartment, safe location, will stay here again!"
Canada
Hannah L.
The price is CA $130
CA $252 total
includes taxes & fees
Oct 5 - Oct 6
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

11. Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and ideal for travellers with pets . Great location , walking distance to the coastal path and very close drives to National Trust areas such as Corfe Castle and Studland beaches"
United Kingdom
Vanessa
The price is CA $230
CA $277 total
includes taxes & fees
Oct 6 - Oct 7
Glamping Cabin - Great for Hikers - Breakfast Inc!

12. Stylish modern retreat overlooking Poole Quay

Stylish modern retreat overlooking Poole Quay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"Nice Place, would stay again!"
United Kingdom
David R.
The price is CA $145
CA $314 total
includes taxes & fees
Oct 5 - Oct 6
Stylish modern retreat overlooking Poole Quay

13. Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is CA $751
CA $902 total
includes taxes & fees
Oct 7 - Oct 8
Meadow View Barn

14. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (30 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is CA $797
CA $797 total
includes taxes & fees
Oct 14 - Oct 15
2 bedroom accommodation in Glanvilles Wootton, near Sherborne

15. NEW Poole House 5 mins to Sandbanks +Netflix

NEW Poole House 5 mins to Sandbanks +Netflix
Poole
9.0 out of 10, Wonderful, (6 reviews)
"Good location for using bus and train, able to leave car on driveway. Nearby supermarkets. Comfortable, clean home, quiet area, extremely happy with our short break. Thank you."
United Kingdom
Catherine
The price is CA $152
CA $274 total
includes taxes & fees
Oct 4 - Oct 5
NEW Poole House 5 mins to Sandbanks +Netflix

16. 2 bedroom accommodation in Goathill, near Sherborne

2 bedroom accommodation in Goathill, near Sherborne
Goathill, near Sherborne
10.0 out of 10, Exceptional, (18 reviews)
"Idyllic location, beautiful cottage with everything we needed. Friendly welcome. Central location meant we were able to easily visit many places from Stonehenge to Lyme Regis and beyond."
United States
Jill Leeson
The price is CA $605
CA $605 total
includes taxes & fees
Oct 15 - Oct 16
2 bedroom accommodation in Goathill, near Sherborne

17. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely amazing stay! Wish it was for longer! The boat could have had some extra TLC but otherwise we will definitely return!"
United States
Lesley-Anne W.
The price is CA $473
CA $631 total
includes taxes & fees
Oct 11 - Oct 12
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

18. Stunning 2 bedroom Apartment inc. Free Parking

Stunning 2 bedroom Apartment inc. Free Parking
Poole Old Town
10.0 out of 10, Exceptional, (6 reviews)
"We had the perfect short stay for the weekend "
United States
Luke W.
The price is CA $152
CA $274 total
includes taxes & fees
Oct 6 - Oct 7
Stunning 2 bedroom Apartment inc. Free Parking

19. Elegant Apartment inc. Parking

Elegant Apartment inc. Parking
Poole Old Town
9.6 out of 10, Exceptional, (5 reviews)
"Very impressed with the very professional set-up of the apartments, clean, comfortable and extremely well equipped. Great location near lots of good places to eat. Can’t fault our stay! We will definitely re-book for another stay in Poole."
United States
Peter L.
The price is CA $152
CA $274 total
includes taxes & fees
Oct 1 - Oct 2
Elegant Apartment inc. Parking

20. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (25 reviews)
"Good host ideal location for us as we were visiting family living nearby. Great cafe opposite for breakfast a bit pricey but great food & choice. Short walk to pub/places to drink. Would recommend"
United States
Lisa L.
The price is CA $201
CA $323 total
includes taxes & fees
Oct 4 - Oct 5
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Crossways Hotel Reviews

Find out more about Crossways

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Crossways. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Crossways?

Yes, we give you a choice of vacation rentals close to well known attractions in Crossways, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Crossways has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Crossways comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Crossways?

Choose from 6 Expedia vacation rentals in Crossways for a memorable vacation.

What can I see and do in Crossways?

Explore the area and family-friendly sights such as Monkey World Ape Rescue Center, or get out into nature at a spot like Durdle Door Beach. In the larger area, you’ll find Warmwell Holiday Park Ski Slope and The Tank Museum.

What are vacation rentals like in Crossways?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Crossways. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.